Water → N-(4-Bromo-5,6,7,8-tetrahydronaphthalen-1-yl)-acetamide

HRID 736442Notes

Reaction equation

HRID 736442 reaction equation
[C:1]([NH:4][C:5]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[Br:15]Br.O>FC(F)(F)C(O)=O.C(O)(=O)C>[C:1]([NH:4][C:5]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[C:8]([Br:15])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

6

Reactant 3

HCID 962WaterHCID 24408BromineHCID 2320651-Acetamido-5,6,7,8-tetrahydronaphthalene

Product 1

HCID 12710300N-(4-Bromo-5,6,7,8-tetrahydronaphthalen-1-yl)-acetamide

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

To a mixture of 1-acetylamino-5,6,7,8-tetrahydronaphthalene (1.9 g, 10 mmol) in trifluoroacetic acid (20 ml) was added: bromine (0.55 ml, 10 mmol) solved in acetic acid (5 ml). The mixture was stirred for 15 min at room-temperature. Water (50 ml) was added and the crystals were filtered. Yield 2.6 g (97%). Mp=185.2-188.6° C.

Workup

  1. additionwas added
  2. filtrationthe crystals were filtered

Sources & evidence

ORD record
ord-5949cb6538064c22b67bafd302dc1770
Source dataset
uspto-grants-2009_09
Patent number
US07595336B2

Reaction notes

Loading…